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From how he reacts to seeing them and his line "One crisis at a time" it would not be a stretch.
Just because "Obscurus in the Shadows" makes so much sense as a name. Lupa is already married . OT3? Weve never seen Todds face, maybe he is her husband. His Lupa-themed desktop wallpaper isnt a sign that hes a crazy stalker, just a devoted spouse.
The Shadow? The SHADOW! The Shadow.
Again, why not?

He says he once worked for Lord Vyce here . He joined the site shortly after Vyce was first foreshadowed (As a scout maybe?). The reason he hasnt been deactivated is that either Vyce cut the signal to protect him, leaving an extra ace up his sleeve in case he ever comes back, or he cut it himself as a result of enjoying his new job and wanting to distance himself from his old boss. Perhaps hes from one of the universes Vyce invaded, and was hired to help eliminate the Entity. He may even be from Vyces universe: the reason he cloaks himself is because the cloak itself is designed to keep him alive in our universe. Kind of like.